標題: Formal synthesis of vallesamidine
作者: Ho, TL
Chen, CK
應用化學系
Department of Applied Chemistry
公開日期: 2006
摘要: A novel route to the racemic selenide (1RS, 12bRS)-1-ethyl -2,3,6,7,12,12b-hexahydro-1- [2(phenylseleno)ethyl]indolo[2,3-a]quinolizin-4(1H)-one (13b), a key intermediate in the total synthesis of vallesamidine (1), was elaborated. Compound 3a, obtained by Pictet-Spengler reaction of tryptamine and cyclohept-4-enyl-1-carbaldehyde (2c), was oxidized with KMnO4 to the diacid 4, which was subsequently converted into the isomeric tetracyclic lactams 5a,b. After proper protection maneuvers, Barton decarboxylation of 10a,b, trapping with PhSe2Ph, and Boc removal afforded 13b.
URI: http://hdl.handle.net/11536/12887
http://dx.doi.org/10.1002/hlca.200690027
ISSN: 0018-019X
DOI: 10.1002/hlca.200690027
期刊: HELVETICA CHIMICA ACTA
Volume: 89
Issue: 2
起始頁: 249
結束頁: 257
顯示於類別:期刊論文


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